Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | HCID 19348292 | HCID 19348292 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 19348200 | HCID 19348200 | 70% |
Reaction Steps
A portion (170 mg) of the compound obtained in Example 171 was dissolved in anhydrous tetrahydrofuran (10 ml) and to the solution was added lithium aluminum hydride (76 mg). The mixture was stirred for 1 hour at room temperature. To the reaction mixture were added water-containing ether, then water and ethyl acetate, under cooling with ice. The insoluble matter was filtered off, followed by phase separation of the filtrate. The aqueous layer was extracted three times with ethyl acetate. The organic layers were combined, washed with water and saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (methylene chloride/methanol=2:1) to yield 109 mg (70%) of the titled compound as brown crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06040331 |
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| Source dataset | uspto-grants-2000_03 |
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| ORD ID | ord-da95e07d40804f479dd76ac4cbea13f2 |
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| Source note | uspto-grants-2000_03 |
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